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Org Lett. 2015 Apr 3;17(7):1648-51. doi: 10.1021/acs.orglett.5b00329. Epub 2015 Mar 18.

Nematode signaling molecules derived from multimodular assembly of primary metabolic building blocks.

Author information

1
†Boyce Thompson Institute and Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, United States.
2
‡Department for Evolutionary Biology, Max Planck Institute for Developmental Biology, Tubingen 72076, Germany.

Abstract

In the nematode model organisms Caenorhabditis elegans and Pristionchus pacificus, a new class of natural products based on modular assembly of primary-metabolism-derived building blocks control organismal development and behavior. We report identification and biological activities of the first pentamodular metabolite, pasa#9, and the 8-oxoadenine-containing npar#3 from P. pacificus. These structures suggest co-option of nucleoside and tryptophan metabolic pathways for the biosynthesis of endogenous metabolite libraries that transcend the dichotomy between "primary" and "secondary" metabolism.

PMID:
25782998
PMCID:
PMC4878434
DOI:
10.1021/acs.orglett.5b00329
[Indexed for MEDLINE]
Free PMC Article

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